#1 for Family Vacations

Sunwing sun logo
Kids Stay, Play, and Eat FREE
Sunwing sun logo
Family rooms that accommodate 5 or more
Sunwing sun logo
Savings for single parent families

To add even more value to your picture-perfect family vacation, Sunwing offers additional perks at an array of family-friendly resorts that will have everyone smiling. Inspired by those warm smiles, we call these our Smile Resorts™. Be sure to look for the Smile logo to discover these extra perks!

  • No single parent supplement fee
  • Supervised Kids Club program
  • Exclusive deals for teens (13-17 years old)
  • Kids’ pool (many with shaded areas)
Cayo Coco, Cuba
Save up to 37%!
Winnipeg to Cayo Coco
Sat, December 12, 2020 7 days All inclusive
Reg. $1,405
From $885 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 28%!
Winnipeg to Varadero
Tue, December 15, 2020 7 days All inclusive
Reg. $1,305
From $945 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 39%!
Winnipeg to Cayo Coco
Sat, December 12, 2020 7 days All inclusive
Reg. $1,545
From $945 taxes and fees incl.
Prefer another date?
Save up to 33%!
Winnipeg to Varadero
Tue, December 15, 2020 7 days All inclusive
Reg. $1,415
From $955 taxes and fees incl.
Prefer another date?
Puerto Plata, Dominican Republic
Save up to 37%!
Winnipeg to Puerto Plata
Thu, December 17, 2020 7 days All inclusive
Reg. $1,545
From $975 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 35%!
Winnipeg to Cayo Coco
Sat, December 12, 2020 7 days All inclusive
Reg. $1,495
From $975 taxes and fees incl.
Prefer another date?
Puerto Plata, Dominican Republic
Save up to 41%!
Winnipeg to Puerto Plata
Thu, December 17, 2020 7 days All inclusive
Reg. $1,675
From $995 taxes and fees incl.
Prefer another date?
Puerto Vallarta, Mexico
Save up to 43%!
Winnipeg to Puerto Vallarta
Sun, December 13, 2020 7 days All inclusive
Reg. $1,755
From $995 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 27%!
Winnipeg to Varadero
Tue, December 15, 2020 7 days All inclusive
Reg. $1,375
From $1,005 taxes and fees incl.
Prefer another date?
Mazatlán, Mexico
Save up to 22%!
Winnipeg to Mazatlán
Fri, December 11, 2020 7 days European Plan
Reg. $1,295
From $1,015 taxes and fees incl.
Prefer another date?
Puerto Plata, Dominican Republic
Save up to 40%!
Winnipeg to Puerto Plata
Thu, December 17, 2020 7 days All inclusive
Reg. $1,745
From $1,045 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 26%!
Winnipeg to Varadero
Tue, December 15, 2020 7 days All inclusive
Reg. $1,415
From $1,045 taxes and fees incl.
Prefer another date?
Santo Domingo, Dominican Republic
Save up to 17%!
Winnipeg to Santo Domingo
Thu, December 17, 2020 7 days All inclusive
Reg. $1,305
From $1,085 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 32%!
Winnipeg to Cayo Coco
Sat, December 12, 2020 7 days All inclusive
Reg. $1,605
From $1,085 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 32%!
Winnipeg to Cayo Santa Maria
Fri, January 29, 2021 7 days All inclusive
Reg. $1,605
From $1,095 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 25%!
Winnipeg to Varadero
Tue, December 15, 2020 7 days All inclusive
Reg. $1,465
From $1,095 taxes and fees incl.
Prefer another date?
Mazatlán, Mexico
Save up to 34%!
Winnipeg to Mazatlán
Fri, December 11, 2020 7 days All inclusive
Reg. $1,715
From $1,135 taxes and fees incl.
Prefer another date?
Puerto Vallarta, Mexico
Save up to 42%!
Winnipeg to Puerto Vallarta
Sun, December 13, 2020 7 days All inclusive
Reg. $1,965
From $1,135 taxes and fees incl.
Prefer another date?
Puerto Vallarta, Mexico
Save up to 40%!
Winnipeg to Puerto Vallarta
Sun, December 13, 2020 7 days All inclusive
Reg. $1,895
From $1,145 taxes and fees incl.
Prefer another date?
Puerto Vallarta, Mexico
Save up to 18%!
Winnipeg to Puerto Vallarta
Fri, December 11, 2020 7 days All inclusive
Reg. $1,405
From $1,155 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 34%!
Winnipeg to Cayo Santa Maria
Fri, January 22, 2021 7 days All inclusive
Reg. $1,765
From $1,165 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 38%!
Winnipeg to Riviera Maya
Sat, December 12, 2020 7 days All inclusive
Reg. $1,905
From $1,185 taxes and fees incl.
Prefer another date?
Save up to 36%!
Winnipeg to Puerto Vallarta
Sun, December 13, 2020 7 days All inclusive
Reg. $1,855
From $1,195 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 15%!
Winnipeg to Punta Cana
Wed, December 16, 2020 7 days All inclusive
Reg. $1,425
From $1,205 taxes and fees incl.
Prefer another date?
Ixtapa-Zihuatanejo, Mexico
Save up to 33%!
Winnipeg to Ixtapa-Zihuatanejo
Sun, December 13, 2020 7 days All inclusive
Reg. $1,805
From $1,215 taxes and fees incl.
Prefer another date?
Huatulco, Mexico
Save up to 33%!
Winnipeg to Huatulco
Tue, December 15, 2020 7 days All inclusive
Reg. $1,835
From $1,225 taxes and fees incl.
Prefer another date?
Mazatlán, Mexico
Save up to 31%!
Winnipeg to Mazatlán
Fri, January 8, 2021 7 days All inclusive
Reg. $1,785
From $1,225 taxes and fees incl.
Prefer another date?
Ixtapa-Zihuatanejo, Mexico
Save up to 31%!
Winnipeg to Ixtapa-Zihuatanejo
Sun, January 10, 2021 7 days All inclusive
Reg. $1,845
From $1,275 taxes and fees incl.
Prefer another date?
Huatulco, Mexico
Save up to 35%!
Winnipeg to Huatulco
Tue, December 15, 2020 7 days All inclusive
Reg. $1,955
From $1,275 taxes and fees incl.
Prefer another date?
Riviera Nayarit, Mexico
Save up to 31%!
Winnipeg to Riviera Nayarit
Sun, January 3, 2021 7 days All inclusive
Reg. $1,845
From $1,275 taxes and fees incl.
Prefer another date?
La Romana, Dominican Republic
Save up to 15%!
Winnipeg to La Romana
Wed, December 16, 2020 7 days European Plan
Reg. $1,505
From $1,285 taxes and fees incl.
Prefer another date?
Ixtapa-Zihuatanejo, Mexico
Save up to 35%!
Winnipeg to Ixtapa-Zihuatanejo
Sun, December 13, 2020 7 days All inclusive
Reg. $1,965
From $1,285 taxes and fees incl.
Prefer another date?
Save up to 31%!
Winnipeg to Cancun
Sat, December 12, 2020 7 days All inclusive
Reg. $1,855
From $1,285 taxes and fees incl.
Prefer another date?
Save up to 35%!
Winnipeg to Jamaica
Mon, December 14, 2020 7 days All inclusive
Reg. $2,065
From $1,345 taxes and fees incl.
Prefer another date?

The prices shown reflect rates of the day and are subject to change at any time without prior notice. To confirm availability and final pricing you MUST proceed to Step 3. The price shown at Step 3 constitutes the final guaranteed price and prevails over any other price.